#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/36/2003692.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2003692
loop_
_publ_author_name
'Gainsford, G. J.'
'Furneaux, R. H.'
'Mason, J. M.'
'Miller, I. J.'
_publ_section_title
;Adducts from the Pyrolysis of Cellulose:
 (1α,2β,6β,7α)-3,8-Dioxatricyclo[5.3.1.1^2,6^]dodeca-4,9-diene-11,12-dione
 and
 (1R)-(1α,2β,3α,6α,8β,9α)-5,13,14-Trioxatetracyclo[7.3.1.1^3,6^.0^2,8^]tetradec-10-ene-7,12-dione
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1369
_journal_page_last               1372
_journal_paper_doi               10.1107/S0108270195000242
_journal_volume                  51
_journal_year                    1995
_chemical_compound_source
'Furneaux, Mason & Miller (1984), compound (17)'
_chemical_formula_sum            'C11 H10 O5'
_chemical_formula_weight         222.2
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_type_scat_source           IntTabC
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.154(2)
_cell_length_b                   12.257(8)
_cell_length_c                   16.034(8)
_cell_measurement_reflns_used    19
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      16.4
_cell_measurement_theta_min      14.6
_cell_volume                     1012.9(9)
_diffrn_measurement_device       'Nicolet R3m'
_diffrn_measurement_method       θ/2θ
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  'unique set only'
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            509
_diffrn_reflns_theta_max         18.5
_diffrn_standards_decay_%        1
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.125
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.457
_exptl_crystal_description       needle
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.14
_refine_diff_density_min         -0.15
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.17
_refine_ls_hydrogen_treatment    'H-atom treatment: see below'
_refine_ls_number_parameters     167
_refine_ls_number_reflns         478
_refine_ls_R_factor_obs          0.0461
_refine_ls_shift/esd_max         0.036
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     'w = 1/[σ²(Fₒ)²+0.089P²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.0621
_reflns_number_observed          333
_reflns_number_total             478
_reflns_observed_criterion       F>4\s(F)
_cod_data_source_file            kh1010.cif
_cod_data_source_block           17
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '1/[\s^2^(F~o~)^2^+0.089P^2^]'
was changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w =
1/[\s^2^(F~o~)^2^+0.089P^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1013.1(9)
_cod_database_code               2003692
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2-x,-y,1/2+z
-x,1/2+y,1/2-z
1/2+x,1/2-y,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
C(1) .719(2) .0706(12) .0086(6) .039(3)
C(2) .908(2) .0597(8) -.0689(8) .035(3)
C(3) .768(3) .0784(10) -.1524(8) .044(4)
C(4) .943(3) .0697(16) -.2278(9) .071(5)
O(5) .945(2) -.0446(7) -.2478(5) .066(3)
C(6) .763(3) -.0913(11) -.1917(7) .058(4)
C(7) .912(3) -.1394(10) -.1178(7) .052(4)
C(8) 1.017(2) -.0579(9) -.0587(7) .034(3)
C(9) .928(3) -.0872(10) .0290(8) .042(3)
C(10) 1.099(2) -.0357(12) .0944(7) .045(3)
C(11) 1.061(2) .0662(12) .1182(6) .055(4)
C(12) .858(2) .1289(11) .0772(8) .045(3)
O(13) .677(2) -.0402(7) .0359(4) .043(2)
O(14) .592(1) -.0116(8) -.1648(4) .056(2)
O(15) .948(2) -.2351(7) -.1119(5) .113(4)
O(16) .816(2) .2260(6) .0949(5) .067(3)
H(6) .6661(26) -.1493(11) -.2200(7) .031(11)
H(10) 1.2321(21) -.0762(12) .1182(7) .031(11)
H(11) 1.1622(4) .0972(12) .1600(6) .031(11)
H(1) .5499(153) .0971(66) -.0109(44) .031(11)
H(2) 1.0149(157) .1148(63) -.0619(53) .031(11)
H(3) .6509(156) .1465(59) -.1512(47) .031(11)
H(41) 1.1034(157) .0847(84) -.2111(48) .031(11)
H(42) .8632(14) .1106(68) -.2801(45) .031(11)
H(8) 1.2067(143) -.0455(63) -.0654(44) .031(11)
H(9) .9376(176) -.1605(60) .0426(48) .031(11)
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
O(13) C(1) C(12) 107.4(9) yes
O(13) C(1) C(2) 104.4(9) yes
C(12) C(1) C(2) 108.8(10) yes
C(3) C(2) C(8) 113.5(9) yes
C(3) C(2) C(1) 112.5(9) yes
C(8) C(2) C(1) 102.6(9) yes
O(14) C(3) C(4) 102.2(10) yes
O(14) C(3) C(2) 107.4(9) yes
C(4) C(3) C(2) 113.9(10) yes
O(5) C(4) C(3) 104.4(12) yes
C(6) O(5) C(4) 104.4(10) yes
O(14) C(6) O(5) 109.5(10) yes
O(14) C(6) C(7) 110.5(9) yes
O(5) C(6) C(7) 108.3(11) yes
O(15) C(7) C(8) 123.8(12) yes
O(15) C(7) C(6) 121.3(12) yes
C(8) C(7) C(6) 114.7(10) yes
C(7) C(8) C(9) 108.8(9) yes
C(7) C(8) C(2) 115.2(9) yes
C(9) C(8) C(2) 102.0(9) yes
O(13) C(9) C(10) 108.0(9) yes
O(13) C(9) C(8) 104.4(9) yes
C(10) C(9) C(8) 111.6(10) yes
C(11) C(10) C(9) 120.8(12) yes
C(10) C(11) C(12) 118.3(12) yes
O(16) C(12) C(11) 121.9(13) yes
O(16) C(12) C(1) 122.8(12) yes
C(11) C(12) C(1) 115.2(10) yes
C(9) O(13) C(1) 102.9(8) yes
C(6) O(14) C(3) 100.6(8) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C(1) O(13) 1.440(10) yes
C(1) C(12) 1.50(2) yes
C(1) C(2) 1.590(10) yes
C(2) C(3) 1.54(2) yes
C(2) C(8) 1.560(10) yes
C(3) O(14) 1.440(10) yes
C(3) C(4) 1.51(2) yes
C(4) O(5) 1.44(2) yes
O(5) C(6) 1.420(10) yes
C(6) O(14) 1.380(10) yes
C(6) C(7) 1.530(10) yes
C(7) O(15) 1.190(10) yes
C(7) C(8) 1.480(10) yes
C(8) C(9) 1.520(10) yes
C(9) O(13) 1.420(10) yes
C(9) C(10) 1.510(10) yes
C(10) C(11) 1.320(10) yes
C(11) C(12) 1.460(10) yes
C(12) O(16) 1.240(10) yes
